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IUPAC nomenclature for alkanes

How to name any branched alkane in five steps using the IUPAC rules, with the prefixes and the numbering rule.

Quick answer Find the longest carbon chain (the parent), number it for the lowest locants, then name each branch as an alkyl group and list them alphabetically — e.g. 3-ethyl-2-methylhexane. Rings take cyclo-.

Every alkane name — however long — comes from the same five-step recipe applied in order.

Butane (unbranched parent)
2-Methylbutane (one branch)
2,3-Dimethylbutane (two branches)

The whole game: locate the parent chain, then attach and number the branches. Structures drawn live.

1. Find and Name the Longest Continuous Chain (the Parent)

The longest unbroken path of carbons is the parent chain, and its length sets the base name (methane, ethane, propane, butane, pentane, hexane…).

Butane (4 C)
Pentane (5 C)
Hexane (6 C)

The trap: the longest chain can turn a corner, so trace every branch as a possible chain end before committing.

Parent = pentane (longest path is 5 C), with a methyl branch → 3-methylpentane

2. Number the Chain to Give Substituents the Lowest Locants

Number from whichever end gives the branches the smallest position numbers (locants), so the structure below is 2-methylpentane, not 4-methylpentane.

Number from the near end: methyl lands on C-2 → 2-methylpentane

3. Name Each Branch as an Alkyl Substituent

Name a branch for its own carbon count with an -yl ending — methyl, ethyl, propyl — plus a locant for the parent carbon it hangs from.

Methane → methyl (–CH₃)
Ethane → ethyl (–C₂H₅)
Propane → propyl (–C₃H₇)

A three-carbon branch joined through its middle carbon is isopropyl.

3-Ethylpentane — an ethyl branch on C-3 of a pentane parent

4. Alphabetize and Assemble the Full Name

List substituents alphabetically by base name, collapse repeats with di-/tri- multipliers (ignored when alphabetizing), and punctuate with hyphens (number–word) and commas (number,number).

2,3-Dimethylbutane — two methyls, "di-" multiplier, comma between locants
3-Methylhexane — a hexane parent, methyl on C-3

5. Rings Get "Cyclo-" — and May Be the Parent

A ring takes the cyclo- prefix, and a single ring substituent needs no locant, so methyl on a six-ring is simply methylcyclohexane.

Cyclohexane
Methylcyclohexane

Whichever holds more carbons — ring or chain — becomes the parent.

6. Summary

Longest chain = parent · number for lowest locants · name branches as alkyl groups · alphabetize (ignore di-/tri-) · cyclo- for rings, bigger piece wins.

2,2-Dimethylpropane (neopentane) — two methyls on the same carbon
2-Methylhexane — methyl gets the low locant, C-2

Quiz yourself

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2-Methylpentane. The parent is pentane (5 C in the longest chain), and numbering from the near end puts the methyl on C-2 rather than C-4.

Substituents are listed alphabetically by their base name, and "ethyl" comes before "methyl." Locants follow the substituents; they don't change the alphabetical order.

No. Multiplying prefixes (di-, tri-, tetra-) are ignored for alphabetizing, so "dimethyl" is sorted under "m." It still appears in the finished name, e.g. 2,3-dimethylbutane.

Ethylcyclohexane. With a single substituent on a ring, every position is equivalent, so no locant is needed. The ring (6 C) beats the ethyl (2 C), so it is the parent.

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